(R)-methyl 1,6-dioxo-8-phenyl-7-tosyl-7-azaspiro[4.5]dec-8-ene-9-carboxylate

Base Information

Chemical Name:(R)-methyl 1,6-dioxo-8-phenyl-7-tosyl-7-azaspiro[4.5]dec-8-ene-9-carboxylate
CAS No.:1373358-08-7
Molecular Formula:C₂₄H₂₃NO₆S
Molecular Weight:453.516
Hs Code.:

Synonyms:(R)-methyl 1,6-dioxo-8-phenyl-7-tosyl-7-azaspiro[4.5]dec-8-ene-9-carboxylate

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Chemical Property of (R)-methyl 1,6-dioxo-8-phenyl-7-tosyl-7-azaspiro[4.5]dec-8-ene-9-carboxylate

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Technology Process of (R)-methyl 1,6-dioxo-8-phenyl-7-tosyl-7-azaspiro[4.5]dec-8-ene-9-carboxylate

There total 5 articles about (R)-methyl 1,6-dioxo-8-phenyl-7-tosyl-7-azaspiro[4.5]dec-8-ene-9-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

: 1373357-80-2
(5S,6S)-methyl 6-hydroxy-1-oxo-8-phenyl-7-tosyl-7-azaspiro[4.5]dec-8-ene-9-carboxylate

: 1373358-08-7
(R)-methyl 1,6-dioxo-8-phenyl-7-tosyl-7-azaspiro[4.5]dec-8-ene-9-carboxylate

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 36 ℃; for 7h; Inert atmosphere;
DOI:10.1002/anie.201107716

Reference yield:

: 2-(hydroxymethylene)cyclopentanone, sodium salt

: 1373358-08-7
(R)-methyl 1,6-dioxo-8-phenyl-7-tosyl-7-azaspiro[4.5]dec-8-ene-9-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 1-((1S,2S)-2-aminocyclohexyl)-3-(((1R,4aS,10ar)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methyl)thiourea; acetic acid / water; toluene / 1.5 h / -13 °C / Inert atmosphere

2: pyridinium chlorochromate / dichloromethane / 7 h / 36 °C / Inert atmosphere

With 1-((1S,2S)-2-aminocyclohexyl)-3-(((1R,4aS,10ar)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methyl)thiourea; acetic acid; pyridinium chlorochromate; In dichloromethane; water; toluene; 1: Diels-Alder reaction;
DOI:10.1002/anie.201107716

Reference yield:

: 1207681-10-4
methyl 2-(phenyl(tosylimino)methyl)acrylate

: 1373358-08-7
(R)-methyl 1,6-dioxo-8-phenyl-7-tosyl-7-azaspiro[4.5]dec-8-ene-9-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 1-((1S,2S)-2-aminocyclohexyl)-3-(((1R,4aS,10ar)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methyl)thiourea; acetic acid / water; toluene / 1.5 h / -13 °C / Inert atmosphere

2: pyridinium chlorochromate / dichloromethane / 7 h / 36 °C / Inert atmosphere

With 1-((1S,2S)-2-aminocyclohexyl)-3-(((1R,4aS,10ar)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methyl)thiourea; acetic acid; pyridinium chlorochromate; In dichloromethane; water; toluene; 1: Diels-Alder reaction;
DOI:10.1002/anie.201107716